Identification | Back Directory | [Name]
1,2-BIS(4-PYRIDYL)ETHANE | [CAS]
4916-57-8 | [Synonyms]
NSC 11477 4,4'-ETHYLENEDIPYRIDINE 1,2-BIS(4-PYRIDYL)ETHANE 4,4'-Ethylenebispyridine 1,2-DI-(4-PYRIDYL) ETHANE 4,4'-Ethylenebis(pyridine) 1,2-di(pyridin-4-yl)ethane 1,2-Bis(4-pyridyl)ethane 99% 1,2-Bis(4-pyridyl)ethane,97% 1,2-Bis(4-pyridyl)ethane ,96% 1,2-Bis(4-pyridyl)ethane, 97% 1GR 1,2-Bis-(4-pyridyl)ethane, GC 97% 1,2-Bis(4-pyridyl)ethane,4,4′-Ethylenedipyridine | [EINECS(EC#)]
225-543-2 | [Molecular Formula]
C12H12N2 | [MDL Number]
MFCD00006451 | [MOL File]
4916-57-8.mol | [Molecular Weight]
184.24 |
Chemical Properties | Back Directory | [Appearance]
white to light yellow crystals or cryst. powder | [Melting point ]
110-112 °C(lit.)
| [Boiling point ]
174 °C / 3mmHg | [density ]
1.1160 (rough estimate) | [refractive index ]
1.6266 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Crystals or Crystalline Powder | [pka]
6.13±0.10(Predicted) | [color ]
White to light yellow or pinkish | [InChI]
InChI=1S/C12H12N2/c1(11-3-7-13-8-4-11)2-12-5-9-14-10-6-12/h3-10H,1-2H2 | [InChIKey]
DQRKTVIJNCVZAX-UHFFFAOYSA-N | [SMILES]
C(C1C=CN=CC=1)CC1C=CN=CC=1 |
Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystals or cryst. powder | [Uses]
1,2-Bis(4-pyridyl)ethane has been used as a flexible bridging ligand in the synthesis of metal-organic frameworks. | [General Description]
1,2-Bis(4-pyridyl)ethane is an N-donor ligand mainly used in the formation of molecular and coordination polymers with metal ions. | [Synthesis]
General procedure for the synthesis of 1,2-bis(4-pyridyl)ethane and tirofiban impurity 90 from 4-methylpyridine: 4-methylpyridine (1.6 g, 17.18 mmol), powdered sulfur (275 mg, 8.59 mmol), and concentrated hydrochloric acid (12 M, 0.48 mL, 5.76 mmol) were mixed, heated to 120 °C and stirred for 24 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted by adding dichloromethane (20 mL) and water. The organic phase was separated and purified by column chromatography (eluent: ethyl acetate/ethylamine = 97/2/1 to 90/7/3) to afford yellow solid 1,2-bis(4-pyridyl)ethane (520 mg, yield: 16%) and 4',4''-(propane-1,2,3-triyl)tripyridine (1.2 g, yield: 25%). | [References]
[1] Organic Letters, 2013, vol. 15, # 16, p. 4218 - 4221 [2] Patent: CN108440393, 2018, A. Location in patent: Paragraph 0055; 0058; 0059; 0060; 0061 |
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